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Fenchol[1]
(1R)-endo-(+)-Fenchol
Names
IUPAC name
(1R,2R,4S)-1,3,3-Trimethyl-2-norbornanol
Other names
Fenchyl alcohol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.015.127 Edit this at Wikidata
EC Number
  • 216-639-5
UNII
  • InChI=1S/C10H18O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m0/s1
    Key: IAIHUHQCLTYTSF-OYNCUSHFSA-N
  • CC1(C2CCC(C2)(C1O)C)C
Properties
C10H18O
Molar mass 154.253 g·mol−1
Density 0.942 g/cm3
Melting point 39 to 45 °C (102 to 113 °F; 312 to 318 K)
Boiling point 201 °C (394 °F; 474 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Fenchol or 1,3,3-trimethyl-2-norbornanol is a monoterpenoid and an isomer of borneol. It is a colorless or white solid. It occurs widely in nature.

The naturally occurring enantiomere (1R)-endo-(+)-fenchol is used extensively in perfumery. Fenchol gives basil its characteristic scent,[2][3] and comprises 15.9% of the volatile oils of some species of Aster.[4]

It is biosynthesized from geranyl pyrophosphate via isomerization to linalyl pyrophosphate.[5]

Oxidation of fenchol gives fenchone.

See also

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References

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  1. ^ Datasheet at chemexper.com
  2. ^ "FES - (-)-endo-fenchol synthase, chloroplastic precursor - Ocimum basilicum (Sweet basil) - FES gene & protein". www.uniprot.org.
  3. ^ Kotan, Recep; Kordali, Saban; Cakir, Ahmet (August 2007). "Screening of antibacterial activities of twenty-one oxygenated monoterpenes". Zeitschrift für Naturforschung C. 62 (7–8): 507–513. doi:10.1515/znc-2007-7-808. PMID 17913064.
  4. ^ Matasyoh, Josphat C.; Kiplimo, Joyce J.; Karubiu, Nicholas M.; Hailstorks, Tiffany P. (2006). "Chemical composition and antimicrobial activity of essential oil of Tarchonanthus camphoratus". Food Chemistry. 101 (3): 1183–1187. doi:10.1016/j.foodchem.2006.03.021.
  5. ^ Satterwhite, D. M.; Wheeler, C. J.; Croteau, R. (15 November 1985). "Biosynthesis of monoterpenes. Enantioselectivity in the Enzymatic Cyclization of Linalyl Pyrophosphate to (-)-endo-Fenchol". The Journal of Biological Chemistry. 260 (26): 13901–8. doi:10.1016/S0021-9258(17)38661-1. PMID 4055764.
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📚 Artikel Terkait di Wikipedia

(−)-endo-fenchol synthase

(−)-endo-Fenchol synthase (EC 4.2.3.10) catalyzes the chemical reaction geranyl diphosphate + H2O ⇌ {\displaystyle \rightleftharpoons } (−)-endo-fenchol + diphosphate

(−)-Endo-fenchol dehydrogenase

(−)-endo-fenchol dehydrogenase (EC 1.1.1.322, l-endo-fenchol dehydrogenase, FDH) is an enzyme with systematic name (−)-endo-fenchol:NAD(P)+ oxidoreductase

Coca-Cola formula

cinnamon oil 2.7 mL nutmeg oil 1.2 mL orange oil 0.7 mL coriander oil 0.6 mL fenchol Flavor Solution B (Chemical and Color Base): Dilute the following ingredients

Myrtenol

is a chemical compound isolated from plants in the genus Taxus. Borneol Fenchol Juniperol Myrtenal Varlet, V.; Augsburger, M. (2013). "Monitoring of aglycons

Borneol

isoepiborneols are analogously derived from epicamphor. The structural isomer fenchol is a widely used compound derived from certain essential oils. Lide, D

List of additives in cigarettes

alcohol Ethyl benzoate Ethyl butyrate Ethyl cinnamate Ethyl decanoate Ethyl fenchol Ethyl furoate Ethyl heptanoate Ethyl hexanoate Ethyl isovalerate Ethyl

Wine fault

odors and include geosmin, 2-methylisoborneol, 1-octen-3-ol, 2-octen-1-ol, fenchol and fenchone. Wine portal Oenology Acids in wine Browning in red wine Storage

C10H18O

mass : 154.25 g/mol) may refer to: Borneol Citronellal Eucalyptol 2-Decenal Fenchol Geraniol Grandisol Lavandulol Linalool Menthone Myrcenol Nerol 2-Pinanol